3988-77-0

Basic information

• Product Name: 2-CINNAMOYLTHIOPHENE
• Synonyms: 2-CINNAMOYLTHIOPHENE;3-PHENYL-1-(2-THIENYL)-2-PROPEN-1-ONE;3-PHENYL-1-(2-THIENYL)PROP-2-EN-1-ONE;STYRYL 2-THIENYL KETONE;RARECHEM AM UC 0611;Cinnamoylthiophene;1-(2-THIENYL)-3-PHENYL-2-PROPEN-1-ONE;(2-Thienyl)styryl ketone
• CAS NO: 3988-77-0
• Molecular Formula: C₁₃H₁₀OS
• Molecular Weight: 214.28
• Mol File: 3988-77-0.mol
• Article Data: 104

Chemical Properties

• Melting Point: 76-78 °C
• Boiling Point: 355.2ºC at 760 mmHg
• Flash Point: 168.6ºC
• Appearance: /
• Density: 1.195g/cm3
• Vapor Pressure: 3.17E-05mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 2-CINNAMOYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CINNAMOYLTHIOPHENE(3988-77-0)
• EPA Substance Registry System: 2-CINNAMOYLTHIOPHENE(3988-77-0)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 37/39-26
• Hazardous Substances Data: 3988-77-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 3861, 1984 DOI: 10.1016/S0040-4039(01)91188-8

InChI:InChI=1/C13H10OS/c14-12(13-7-4-10-15-13)9-8-11-5-2-1-3-6-11/h1-10H/b9-8+

Upstream product

• 188290-36-0 thiophene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 cinnamoyl chloride 
• 875877-86-4 [[1-(2-thienyl)-3-phenyl-2-propynyl]oxy]-trimethylsilane 
• 100-52-7 benzaldehyde 
• 88-15-3 2-Acetylthiophene 
• 98-86-2 acetophenone 
• 98-03-3 thiophene-2-carbaldehyde 
• 536-74-3 phenylacetylene 
• 5153-67-3 nitrostyrene 
• 40570-64-7 3-chloro-1-(2-thienyl)propan-1-one 
• 591-50-4 iodobenzene 
• 4075-59-6 2-thiopheneglyoxylic acid 
• 103-49-1 dibenzylamine 

Downstream Products

• 64311-48-4 (7-phenyl-6,7-dihydro-1H,5H-pyrazolo[5,1-c][1,2,4]triazol-7a-yl)-thiophen-2-yl-methanone 
• 64311-51-9 (1-methyl-4-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-thiophen-2-yl-methanone 
• 64311-42-8 (4-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-thiophen-2-yl-methanone 
• 131841-89-9 3-cyano-6-phenyl-4-(2-thienyl)pyridin-2(1H)-thione 
• 82127-11-5 4-phenyl-6-(thiophen-2-yl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile 
• 3988-77-0 2-cinnamoylthiophene 
• 869731-51-1 1-(chloroacetyl)-3-(2-thienyl)-5-phenyl-2-pyrazoline 
• 276671-19-3 2-(3-cyano-6-phenyl-4-thiophen-2-yl-pyridin-2-ylsulfanyl)-acetamide 
• 276671-14-8 (3-cyano-6-phenyl-4-thiophen-2-yl-pyridin-2-ylsulfanyl)-acetic acid ethyl ester 
• 188782-65-2 3-amino-6-phenyl-4-thiophen-2-yl-thieno[2,3-b]pyridine-2-carboxylic acid amide 
• 276671-28-4 2-(2-oxo-2-phenyl-ethylsulfanyl)-6-phenyl-4-thiophen-2-yl-nicotinonitrile 
• 188782-68-5 3-Amino-2-benzoyl-6-phenyl-4-(2-thienyl)-thieno[2,3-b]pyridine 
• 276671-06-8 2-(2-oxo-propylsulfanyl)-6-phenyl-4-thiophen-2-yl-nicotinonitrile 
• 276671-10-4 2-acetyl-3-amino-5-(2'-thienyl)-7-phenyl thieno[2,3-b]pyridine 

Relevant articles and documents

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates

A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C-C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.

Green method for high-selectivity synthesis of chalcone compounds

Under the condition of air, the water-soluble inorganic weak base is used as a catalyst to catalyze the hydrogen transfer reaction of the propargyl alcohol compound, so that the green synthesis of the high-trans selective chalcone compound is realized. Reaction temperature: 80 - 120 °C and reaction time 12 - 48 hours. To the technical scheme, any transition metal catalyst and ligand do not need to be used, inert gas protection is not needed, no other byproducts are generated, the atom economy 100%, green and environment friendliness are avoided, and the product is a high-selectivity (E)-type product. The reaction conditions are relatively low in requirement. Compared with the prior art, the alkali catalyst is obvious in advantages, and has a certain application prospect in the fields of organic synthesis, biochemistry, medicine and the like.